Home People Bob Crosby Bob Crosby movies Bob Crosby movies Bob Crosby Movies (17) The Five Pennies (1959) As Wil Paradise. He was 45 years old Jazz Ball (1956) As Himself. He was 42 years old The Greatest Show on Earth (1952) As Spectator. He was 38 years old Two Tickets to Broadway (1951) As Himself - Orchestra Leader. He was 38 years old Meet Miss Bobby Socks (1944) As Don Collins. He was 31 years old My Gal Loves Music (1944) As Mel Murray. He was 31 years old The Singing Sheriff (1944) As Bob Richards. He was 31 years old Kansas City Kitty (1944) As Jimmy. He was 30 years old Pardon My Rhythm (1944) As Orchestra Leader. He was 30 years old See Here, Private Hargrove (1944) As Bob. He was 30 years old Presenting Lily Mars (1943) As Bob Crosby. He was 29 years old Thousands Cheer (1943) As Bob Crosby. He was 29 years old Rookies on Parade (1941) As Duke Wilson. He was 27 years old Sis Hopkins (1941) As Jeff Farnsworth. He was 27 years old Let's Make Music (1941) As Bob Crosby. He was 27 years old Paramount Headliner: Bob Crosby and His Orchestra (1938) As Orchestra Leader. He was 24 years old Rhythm on the Roof (1934) As Bob Crosby. He was 21 years old